#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/27/2202712.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2202712
loop_
_publ_author_name
'Xiao, Hong-Ping'
'Zhu, Long-Guan'
_publ_section_title
;catena-Poly[[[di-μ-chloro-bis[(5-nitro-1,10-phenanthroline)copper(II)]]-μ-terephthalato]
 bis(N,N'-dimethylformamide)]
;
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m964
_journal_page_last               m966
_journal_paper_doi               10.1107/S1600536803021445
_journal_volume                  59
_journal_year                    2003
_chemical_formula_iupac
'[Cu2 Cl2 (C8 H4 O4) (C12 H7 N3 O2)2], 2C3 H7 N O'
_chemical_formula_moiety         'C32 H18 Cl2 Cu2 N6 O8, 2C3 H7 N O'
_chemical_formula_sum            'C36 H32 Cl2 Cu2 N8 O10'
_chemical_formula_weight         958.7
_chemical_name_systematic
;
catena-Poly[[[di-μ-chloro-bis[(5-nitro-1,10-phenanthroline)copper(II)]]-
μ-terephthalato] bis(N,N'-dimethylformamide)]
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                106.223(2)
_cell_angle_beta                 93.856(2)
_cell_angle_gamma                116.698(2)
_cell_formula_units_Z            1
_cell_length_a                   9.4185(11)
_cell_length_b                   10.2030(12)
_cell_length_c                   12.3617(15)
_cell_measurement_reflns_used    2222
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      53.330
_cell_measurement_theta_min      4.765
_cell_volume                     993.0(2)
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Bruker, 1997)'
_computing_data_reduction        'SAINT (Bruker, 1997)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX (Farrugia, 1999)'
_computing_structure_refinement  SHELXTL
_computing_structure_solution    'SHELXTL (Bruker, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_device_type  'Bruker SMART CCD area-detector'
_diffrn_measurement_method       'φ and ω'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0858
_diffrn_reflns_av_sigmaI/netI    0.0826
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            5614
_diffrn_reflns_theta_full        26.50
_diffrn_reflns_theta_max         26.50
_diffrn_reflns_theta_min         1.76
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.274
_exptl_absorpt_correction_T_max  0.786
_exptl_absorpt_correction_T_min  0.504
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.603
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             488
_exptl_crystal_size_max          0.532
_exptl_crystal_size_mid          0.388
_exptl_crystal_size_min          0.189
_refine_diff_density_max         0.715
_refine_diff_density_min         -0.392
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.961
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     308
_refine_ls_number_reflns         4022
_refine_ls_number_restraints     5
_refine_ls_restrained_S_all      0.961
_refine_ls_R_factor_all          0.0620
_refine_ls_R_factor_gt           0.0493
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0588P)²] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1187
_refine_ls_wR_factor_ref         0.1244
_reflns_number_gt                3093
_reflns_number_total             4022
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            lh6116.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_database_code               2202712
_cod_database_fobs_code          2202712
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
Cu 0.35716(5) 0.02614(5) 0.42589(4) 0.03572(16) Uani d . 1 . . Cu
Cl 0.36022(11) -0.20081(10) 0.40832(8) 0.0441(2) Uani d . 1 . . Cl
O1 0.4602(3) 0.0541(3) 0.2983(2) 0.0460(6) Uani d . 1 . . O
O2 0.2117(3) -0.0962(4) 0.1874(3) 0.0657(8) Uani d . 1 . . O
O3 0.0841(6) 0.5735(5) 0.6293(4) 0.1127(15) Uani d . 1 . . O
O4 0.0465(5) 0.5253(4) 0.7813(4) 0.0969(13) Uani d . 1 . . O
O5 0.4639(8) 0.5256(11) 0.8090(6) 0.211(4) Uani d . 1 . . O
N1 0.3133(3) 0.2082(3) 0.4399(3) 0.0395(7) Uani d . 1 . . N
N2 0.2317(3) 0.0137(3) 0.5534(2) 0.0349(6) Uani d . 1 . . N
N3 0.0814(4) 0.5005(4) 0.6900(4) 0.0616(10) Uani d . 1 . . N
N4 0.6739(9) 0.5367(9) 0.9093(5) 0.1156(18) Uani d . 1 . . N
C1 0.3545(5) 0.3004(5) 0.3779(4) 0.0521(10) Uani d . 1 . . C
C2 0.3218(5) 0.4247(5) 0.3989(4) 0.0572(11) Uani d D 1 . . C
C3 0.2487(5) 0.4553(5) 0.4856(4) 0.0547(10) Uani d D 1 . . C
C4 0.2020(4) 0.3605(4) 0.5533(3) 0.0426(8) Uani d . 1 . . C
C5 0.1207(4) 0.3707(4) 0.6464(3) 0.0444(9) Uani d . 1 . . C
C6 0.0732(4) 0.2683(4) 0.7043(3) 0.0453(9) Uani d . 1 . . C
C7 0.1086(4) 0.1428(4) 0.6755(3) 0.0391(8) Uani d . 1 . . C
C8 0.0666(5) 0.0332(5) 0.7311(4) 0.0472(9) Uani d D 1 . . C
C9 0.1090(5) -0.0809(5) 0.6984(4) 0.0483(9) Uani d D 1 . . C
C10 0.1926(4) -0.0869(4) 0.6102(3) 0.0442(9) Uani d . 1 . . C
C11 0.1926(4) 0.1281(4) 0.5869(3) 0.0355(7) Uani d . 1 . . C
C12 0.2376(4) 0.2356(4) 0.5247(3) 0.0373(8) Uani d . 1 . . C
C13 0.3604(5) -0.0196(5) 0.2010(4) 0.0464(9) Uani d . 1 . . C
C14 0.4328(4) -0.0087(4) 0.0970(3) 0.0420(8) Uani d . 1 . . C
C15 0.5967(5) 0.0940(5) 0.1082(4) 0.0543(10) Uani d . 1 . . C
C16 0.3388(5) -0.1021(5) -0.0128(4) 0.0547(10) Uani d D 1 . . C
C17 0.5454(15) 0.470(3) 0.8513(10) 0.403(18) Uani d . 1 . . C
H17 0.4928 0.3615 0.8318 0.484 Uiso calc R 1 . . H
C18 0.7610(18) 0.7020(14) 0.9382(10) 0.278(8) Uani d . 1 . . C
H18A 0.8661 0.7437 0.9870 0.417 Uiso calc R 1 . . H
H18B 0.7010 0.7472 0.9783 0.417 Uiso calc R 1 . . H
H18C 0.7747 0.7265 0.8688 0.417 Uiso calc R 1 . . H
C19 0.7571(17) 0.4681(17) 0.9510(10) 0.253(7) Uani d . 1 . . C
H19A 0.6792 0.3714 0.9577 0.379 Uiso calc R 1 . . H
H19B 0.8274 0.5382 1.0254 0.379 Uiso calc R 1 . . H
H19C 0.8211 0.4482 0.8980 0.379 Uiso calc R 1 . . H
H1 0.409(4) 0.275(3) 0.316(3) 0.025(8) Uiso d . 1 . . H
H2 0.365(6) 0.478(6) 0.351(4) 0.099(18) Uiso d D 1 . . H
H3 0.238(5) 0.542(4) 0.520(4) 0.078(15) Uiso d D 1 . . H
H4 0.026(5) 0.299(5) 0.776(4) 0.061(12) Uiso d . 1 . . H
H5 0.006(4) 0.041(5) 0.784(3) 0.064(13) Uiso d D 1 . . H
H6 0.067(5) -0.168(4) 0.719(4) 0.076(14) Uiso d D 1 . . H
H7 0.220(4) -0.175(4) 0.580(3) 0.051(10) Uiso d . 1 . . H
H8 0.669(5) 0.176(5) 0.185(4) 0.076(14) Uiso d . 1 . . H
H9 0.230(3) -0.165(5) -0.025(4) 0.098(17) Uiso d D 1 . . H
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 Cu N2 . . 171.33(10) y
O1 Cu N1 . . 92.19(11) y
N2 Cu N1 . . 79.82(11) y
O1 Cu Cl . . 93.53(8) y
N2 Cu Cl . . 93.95(8) y
N1 Cu Cl . . 170.34(8) y
O1 Cu Cl . 2_656 95.33(8) y
N2 Cu Cl . 2_656 88.71(8) y
N1 Cu Cl . 2_656 94.63(8) y
Cl Cu Cl . 2_656 92.59(3) y
Cu Cl Cu . 2_656 87.41(3) y
C13 O1 Cu . . 113.3(2) ?
C1 N1 C12 . . 118.5(3) ?
C1 N1 Cu . . 127.3(3) ?
C12 N1 Cu . . 114.2(2) ?
C10 N2 C11 . . 117.7(3) ?
C10 N2 Cu . . 128.2(2) ?
C11 N2 Cu . . 114.0(2) ?
O4 N3 O3 . . 122.6(4) ?
O4 N3 C5 . . 119.8(4) ?
O3 N3 C5 . . 117.6(4) ?
C17 N4 C19 . . 125.4(16) ?
C17 N4 C18 . . 117.8(15) ?
C19 N4 C18 . . 116.8(10) ?
N1 C1 C2 . . 121.6(4) ?
N1 C1 H1 . . 115.7(18) ?
C2 C1 H1 . . 122.6(18) ?
C3 C2 C1 . . 120.4(4) ?
C3 C2 H2 . . 131(3) ?
C1 C2 H2 . . 109(3) ?
C2 C3 C4 . . 120.1(4) ?
C2 C3 H3 . . 131(3) ?
C4 C3 H3 . . 108(3) ?
C3 C4 C12 . . 115.6(4) ?
C3 C4 C5 . . 128.8(3) ?
C12 C4 C5 . . 115.6(3) ?
C6 C5 C4 . . 124.7(3) ?
C6 C5 N3 . . 113.5(3) ?
C4 C5 N3 . . 121.8(3) ?
C5 C6 C7 . . 119.8(3) ?
C5 C6 H4 . . 115(2) ?
C7 C6 H4 . . 125(2) ?
C8 C7 C11 . . 117.5(3) ?
C8 C7 C6 . . 123.9(3) ?
C11 C7 C6 . . 118.7(3) ?
C9 C8 C7 . . 119.2(3) ?
C9 C8 H5 . . 125(3) ?
C7 C8 H5 . . 115(3) ?
C8 C9 C10 . . 119.7(3) ?
C8 C9 H6 . . 124(3) ?
C10 C9 H6 . . 115(3) ?
N2 C10 C9 . . 122.7(3) ?
N2 C10 H7 . . 116(2) ?
C9 C10 H7 . . 122(2) ?
N2 C11 C7 . . 123.2(3) ?
N2 C11 C12 . . 116.4(3) ?
C7 C11 C12 . . 120.5(3) ?
N1 C12 C4 . . 123.8(3) ?
N1 C12 C11 . . 115.4(3) ?
C4 C12 C11 . . 120.8(3) ?
O2 C13 O1 . . 124.4(4) ?
O2 C13 C14 . . 119.3(4) ?
O1 C13 C14 . . 116.3(3) ?
C16 C14 C15 . . 117.7(4) ?
C16 C14 C13 . . 120.8(3) ?
C15 C14 C13 . . 121.5(4) ?
C16 C15 C14 2_655 . 120.9(4) ?
C16 C15 H8 2_655 . 117(3) ?
C14 C15 H8 . . 122(3) ?
C15 C16 C14 2_655 . 121.4(4) ?
C15 C16 H9 2_655 . 117(3) ?
C14 C16 H9 . . 121(3) ?
N4 C17 O5 . . 128(2) ?
N4 C17 H17 . . 115.9 ?
O5 C17 H17 . . 115.9 ?
N4 C18 H18A . . 109.5 ?
N4 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
N4 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
N4 C19 H19A . . 109.5 ?
N4 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
N4 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu O1 . 1.928(2) y
Cu N2 . 2.031(3) y
Cu N1 . 2.042(3) y
Cu Cl . 2.2781(9) y
Cu Cl 2_656 2.7248(11) y
Cl Cu 2_656 2.7248(11) ?
O1 C13 . 1.267(5) ?
O2 C13 . 1.230(4) ?
O3 N3 . 1.190(5) ?
O4 N3 . 1.188(5) ?
O5 C17 . 1.30(2) ?
N1 C1 . 1.318(5) ?
N1 C12 . 1.343(4) ?
N2 C10 . 1.334(4) ?
N2 C11 . 1.343(4) ?
N3 C5 . 1.500(5) ?
N4 C17 . 1.145(12) ?
N4 C19 . 1.418(10) ?
N4 C18 . 1.423(12) ?
C1 C2 . 1.395(6) ?
C1 H1 . 0.99(3) ?
C2 C3 . 1.352(6) ?
C2 H2 . 0.91(5) ?
C3 C4 . 1.396(5) ?
C3 H3 . 0.92(5) ?
C4 C12 . 1.418(5) ?
C4 C5 . 1.430(5) ?
C5 C6 . 1.358(5) ?
C6 C7 . 1.423(5) ?
C6 H4 . 1.05(4) ?
C7 C8 . 1.395(5) ?
C7 C11 . 1.407(5) ?
C8 C9 . 1.362(5) ?
C8 H5 . 0.91(4) ?
C9 C10 . 1.391(5) ?
C9 H6 . 0.91(4) ?
C10 H7 . 1.02(4) ?
C11 C12 . 1.440(5) ?
C13 C14 . 1.502(5) ?
C14 C16 . 1.375(5) ?
C14 C15 . 1.392(5) ?
C15 C16 2_655 1.368(6) ?
C15 H8 . 1.01(4) ?
C16 C15 2_655 1.368(6) ?
C16 H9 . 0.91(4) ?
C17 H17 . 0.9300 ?
C18 H18A . 0.9600 ?
C18 H18B . 0.9600 ?
C18 H18C . 0.9600 ?
C19 H19A . 0.9600 ?
C19 H19B . 0.9600 ?
C19 H19C . 0.9600 ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
_geom_torsion
O1 Cu Cl Cu . 2_656 95.51(8)
N2 Cu Cl Cu . 2_656 -88.88(8)
Cl Cu Cl Cu 2_656 2_656 0.0
N1 Cu O1 C13 . . -87.5(3)
Cl Cu O1 C13 . . 84.7(2)
Cl Cu O1 C13 2_656 . 177.7(2)
O1 Cu N1 C1 . . -1.6(3)
N2 Cu N1 C1 . . -178.2(3)
Cl Cu N1 C1 2_656 . 93.9(3)
O1 Cu N1 C12 . . -179.8(2)
N2 Cu N1 C12 . . 3.6(2)
Cl Cu N1 C12 2_656 . -84.2(2)
N1 Cu N2 C10 . . -179.6(3)
Cl Cu N2 C10 . . 7.8(3)
Cl Cu N2 C10 2_656 . -84.7(3)
N1 Cu N2 C11 . . -3.5(2)
Cl Cu N2 C11 . . -176.1(2)
Cl Cu N2 C11 2_656 . 91.4(2)
C12 N1 C1 C2 . . 0.3(6)
Cu N1 C1 C2 . . -177.8(3)
N1 C1 C2 C3 . . 1.1(7)
C1 C2 C3 C4 . . -1.4(7)
C2 C3 C4 C12 . . 0.4(6)
C2 C3 C4 C5 . . -178.4(4)
C3 C4 C5 C6 . . 176.9(4)
C12 C4 C5 C6 . . -2.0(6)
C3 C4 C5 N3 . . -3.8(6)
C12 C4 C5 N3 . . 177.3(3)
O4 N3 C5 C6 . . 15.5(6)
O3 N3 C5 C6 . . -163.3(4)
O4 N3 C5 C4 . . -163.9(4)
O3 N3 C5 C4 . . 17.3(6)
C4 C5 C6 C7 . . 2.0(6)
N3 C5 C6 C7 . . -177.4(3)
C5 C6 C7 C8 . . 179.1(4)
C5 C6 C7 C11 . . 0.0(5)
C11 C7 C8 C9 . . 0.5(6)
C6 C7 C8 C9 . . -178.7(4)
C7 C8 C9 C10 . . -0.2(6)
C11 N2 C10 C9 . . 2.4(6)
Cu N2 C10 C9 . . 178.4(3)
C8 C9 C10 N2 . . -1.2(6)
C10 N2 C11 C7 . . -2.2(5)
Cu N2 C11 C7 . . -178.7(3)
C10 N2 C11 C12 . . 179.5(3)
Cu N2 C11 C12 . . 2.9(4)
C8 C7 C11 N2 . . 0.8(5)
C6 C7 C11 N2 . . -180.0(3)
C8 C7 C11 C12 . . 179.1(3)
C6 C7 C11 C12 . . -1.7(5)
C1 N1 C12 C4 . . -1.4(5)
Cu N1 C12 C4 . . 177.0(3)
C1 N1 C12 C11 . . 178.5(3)
Cu N1 C12 C11 . . -3.1(4)
C3 C4 C12 N1 . . 1.0(5)
C5 C4 C12 N1 . . -180.0(3)
C3 C4 C12 C11 . . -178.9(3)
C5 C4 C12 C11 . . 0.2(5)
N2 C11 C12 N1 . . 0.1(5)
C7 C11 C12 N1 . . -178.2(3)
N2 C11 C12 C4 . . -180.0(3)
C7 C11 C12 C4 . . 1.6(5)
Cu O1 C13 O2 . . 3.1(5)
Cu O1 C13 C14 . . -177.5(2)
O2 C13 C14 C16 . . -10.2(6)
O1 C13 C14 C16 . . 170.4(4)
O2 C13 C14 C15 . . 170.6(4)
O1 C13 C14 C15 . . -8.8(5)
C16 C14 C15 C16 . 2_655 0.4(7)
C13 C14 C15 C16 . 2_655 179.6(4)
C15 C14 C16 C15 . 2_655 -0.4(7)
C13 C14 C16 C15 . 2_655 -179.6(4)
C19 N4 C17 O5 . . -178.9(10)
C18 N4 C17 O5 . . -2.0(17)
